GB1038264A - Production of cyclohexylamine and of epsilon-caprolactam - Google Patents
Production of cyclohexylamine and of epsilon-caprolactamInfo
- Publication number
- GB1038264A GB1038264A GB5667/64A GB566764A GB1038264A GB 1038264 A GB1038264 A GB 1038264A GB 5667/64 A GB5667/64 A GB 5667/64A GB 566764 A GB566764 A GB 566764A GB 1038264 A GB1038264 A GB 1038264A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclohexylamine
- produce
- reacted
- caprolactam
- hydrogen peroxide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 title abstract 10
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 title abstract 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 6
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 abstract 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229920002292 Nylon 6 Polymers 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001639 boron compounds Chemical class 0.000 abstract 1
- WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000003352 sequestering agent Substances 0.000 abstract 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/02—Preparation of lactams
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
- C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25864863A | 1963-02-14 | 1963-02-14 | |
| US344531A US3346636A (en) | 1963-02-14 | 1964-02-13 | Production of cyclohexylamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1038264A true GB1038264A (en) | 1966-08-10 |
Family
ID=26946776
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5667/64A Expired GB1038264A (en) | 1963-02-14 | 1964-02-11 | Production of cyclohexylamine and of epsilon-caprolactam |
| GB4471/65A Expired GB1059575A (en) | 1963-02-14 | 1965-02-02 | Production of cyclohexylamines and epsilon-caprolactams |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4471/65A Expired GB1059575A (en) | 1963-02-14 | 1965-02-02 | Production of cyclohexylamines and epsilon-caprolactams |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3346636A (enrdf_load_stackoverflow) |
| BE (2) | BE643224A (enrdf_load_stackoverflow) |
| CH (1) | CH444852A (enrdf_load_stackoverflow) |
| DE (2) | DE1468018A1 (enrdf_load_stackoverflow) |
| FR (2) | FR1422043A (enrdf_load_stackoverflow) |
| GB (2) | GB1038264A (enrdf_load_stackoverflow) |
| LU (2) | LU45352A1 (enrdf_load_stackoverflow) |
| NL (1) | NL6401009A (enrdf_load_stackoverflow) |
| SE (1) | SE334351B (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112939765A (zh) * | 2021-02-22 | 2021-06-11 | 湘潭大学 | 一种由环己烷联产己二酸和环己酮肟的方法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4090885B2 (ja) | 2001-01-31 | 2008-05-28 | 旭化成ケミカルズ株式会社 | シクロヘキサノンオキシムの製造方法 |
| KR100540411B1 (ko) * | 2001-07-25 | 2006-01-11 | 아사히 가세이 케미칼즈 가부시키가이샤 | 시클로헥산온옥심의 제조 방법 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2636902A (en) * | 1949-01-07 | 1953-04-28 | Ici Ltd | Production of amines |
| US3022349A (en) * | 1957-12-30 | 1962-02-20 | Union Carbide Corp | Production of amines |
| US3239552A (en) * | 1962-07-06 | 1966-03-08 | Halcon International Inc | Process of preparing borate esters of cycloalkanols |
| US3243449A (en) * | 1961-12-26 | 1966-03-29 | Halcon International Inc | Oxidation of hydrocarbons to borate esters |
| GB1044266A (enrdf_load_stackoverflow) * | 1963-02-14 |
-
1964
- 1964-01-31 BE BE643224D patent/BE643224A/xx unknown
- 1964-02-04 LU LU45352D patent/LU45352A1/xx unknown
- 1964-02-07 NL NL6401009A patent/NL6401009A/xx unknown
- 1964-02-11 GB GB5667/64A patent/GB1038264A/en not_active Expired
- 1964-02-13 CH CH173864A patent/CH444852A/fr unknown
- 1964-02-13 US US344531A patent/US3346636A/en not_active Expired - Lifetime
- 1964-02-13 FR FR963605A patent/FR1422043A/fr not_active Expired
- 1964-02-14 DE DE19641468018 patent/DE1468018A1/de active Pending
-
1965
- 1965-01-18 DE DE19651518971 patent/DE1518971A1/de active Pending
- 1965-02-02 GB GB4471/65A patent/GB1059575A/en not_active Expired
- 1965-02-05 BE BE659334D patent/BE659334A/xx unknown
- 1965-02-09 LU LU47949A patent/LU47949A1/xx unknown
- 1965-02-12 FR FR5287A patent/FR88113E/fr not_active Expired
- 1965-02-13 SE SE01889/65A patent/SE334351B/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112939765A (zh) * | 2021-02-22 | 2021-06-11 | 湘潭大学 | 一种由环己烷联产己二酸和环己酮肟的方法 |
| CN112939765B (zh) * | 2021-02-22 | 2022-08-09 | 湘潭大学 | 一种由环己烷联产己二酸和环己酮肟的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US3346636A (en) | 1967-10-10 |
| GB1059575A (en) | 1967-02-22 |
| FR1422043A (fr) | 1965-12-24 |
| LU47949A1 (enrdf_load_stackoverflow) | 1966-08-09 |
| CH444852A (fr) | 1967-10-15 |
| FR88113E (fr) | 1966-12-16 |
| DE1468018A1 (de) | 1969-01-23 |
| DE1518971A1 (de) | 1969-07-24 |
| NL6401009A (enrdf_load_stackoverflow) | 1964-08-17 |
| SE334351B (enrdf_load_stackoverflow) | 1971-04-26 |
| LU45352A1 (enrdf_load_stackoverflow) | 1965-08-04 |
| BE643224A (enrdf_load_stackoverflow) | 1964-07-31 |
| BE659334A (enrdf_load_stackoverflow) | 1965-08-05 |
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